A stone tunnel with moss-covered walls and a rocky hillside.

Nellysford Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Nellysford vacation rentals

House, Private Bathroom (Tucked Inn: Upper Unit) | Terrace/patio

1. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
$255 nightly
The price is $286
Aug 5 - Aug 6
Total with taxes and fees
Tucked Inn: Upper Unit
Fireplace

2. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (59 reviews)
"Wonderful location. Wonderful host. We will be back!"
United States
April S.
$192 nightly
The price is $215
Aug 18 - Aug 19
Total with taxes and fees
Where the Trail Ends
Property grounds

3. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (158 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
$222 nightly
The price is $249
Aug 5 - Aug 6
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Terrace/patio

4. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
$248 nightly
The price is $278
Aug 18 - Aug 19
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
Interior

5. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (33 reviews)
"Everything was perfect! "
United States
Danielle B.
$195 nightly
The price is $218
Aug 5 - Aug 6
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Outdoor dining

6. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
$230 nightly
The price is $258
Aug 5 - Aug 6
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
Coffee/tea maker, fridge, microwave, oven

7. Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (42 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
$278 nightly
The price is $312
Aug 5 - Aug 6
Total with taxes and fees
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
A mountainous landscape with dense green forests and a clear sky.

8. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (328 reviews)
"Awesome views and very clean condo! We had a very relaxing weekend!"
United States
Jordan O.
$224 nightly
The price is $251
Aug 18 - Aug 19
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Smart TV, fireplace, books

9. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (56 reviews)
"Great place"
United States
Stephen M.
$337 nightly
The price is $379
Aug 5 - Aug 6
Total with taxes and fees
Spacious + Serene Mtn Top Escape, 4 En Suites
1 bedroom, desk, WiFi, bed sheets

10. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.8 out of 10, Exceptional, (47 reviews)
"Wonderful stay, wonderful place!! The view, the fireplace, well appointed, comfortable bed, comfortable furniture, very clean...will definitely stay again! Thank you!!"
United States
Art P.
$261 nightly
The price is $293
Aug 23 - Aug 24
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

11. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
$250 nightly
The price is $281
Aug 5 - Aug 6
Total with taxes and fees
Tucked Inn: Lower Unit
Exterior

12. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
10.0 out of 10, Exceptional, (120 reviews)
"We loved staying at this apartment!"
United States
Sebastian A.
$294 nightly
The price is $330
Aug 11 - Aug 12
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Exterior

13. Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
$311 nightly
The price is $349
Aug 5 - Aug 6
Total with taxes and fees
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Exterior

14. Pet-Friendly Retreat Walk to Slopes & Village!

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (1 review)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
$259 nightly
The price is $291
Aug 5 - Aug 6
Total with taxes and fees
Pet-Friendly Retreat Walk to Slopes & Village!
Interior

15. ❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Nellysford
9.8 out of 10, Exceptional, (29 reviews)
"The property is very clean and well appointed. Good location. And great communication with the owner. "
United States
jennifer K.
$436 nightly
The price is $489
Aug 5 - Aug 6
Total with taxes and fees
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Exterior

16. Mountain Retreat in Wintergreen!

Mountain Retreat in Wintergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (25 reviews)
"Super clean and equipped with everything you need (just bring your own hangars). Very comfortable bed. "
United States
Pam M.
$285 nightly
The price is $289
Aug 5 - Aug 6
Total with taxes and fees
Mountain Retreat in Wintergreen!
Terrace/patio

17. Cozy Lux Condo at Wintergreen Resort

Cozy Lux Condo at Wintergreen Resort
Roseland
10.0 out of 10, Exceptional, (4 reviews)
"The place was great and we enjoyed our stay! Super comfy and cozy. Would definitely stay again!"
United States
Christopher H.
$286 nightly
The price is $290
Aug 16 - Aug 17
Total with taxes and fees
Cozy Lux Condo at Wintergreen Resort
Property grounds

18. Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"Very clean and nicely supplied and decorated. Wonderful views from the living room! Planning on going back to this property again. "
United States
Charlie B.
$279 nightly
The price is $313
Aug 17 - Aug 18
Total with taxes and fees
Luxury Condo in the Sky! Finest in Wintergreen!
Outdoor dining

19. Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
$276 nightly
The price is $317
Aug 5 - Aug 6
Total with taxes and fees
Overlook 180 degree views w/Peloton!
TV, fireplace, offices

20. The Distinguished Squirrel Chalet walking distance

The Distinguished Squirrel Chalet walking distance
Treeloft
9.2 out of 10, Wonderful, (13 reviews)
"Great location and the slopes are easily accessible!"
United States
Mark H.
$383 nightly
The price is $441
Aug 11 - Aug 12
Total with taxes and fees
The Distinguished Squirrel Chalet walking distance
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Nellysford Hotel Reviews

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10/10 Excellent
"Beautiful condo close to the Mountain Inn. Kitchen is well stocked and the owners provide a lot for your furry companions. We had a great time hiking the trails and coming back for a quiet evening. Wonderful place to stay and I can't wait to come back!!"
Karen A. 3-night trip
Posted 2 days ago
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Find out more about Nellysford

Everything you need to know about Nellysford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Nellysford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Nellysford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Nellysford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Nellysford. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Nellysford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $215 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Nellysford rentals

At Expedia, we put the best Nellysford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Nellysford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Nellysford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Nellysford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Nellysford?

Yes, we have vacation rentals close to well known sights in Nellysford, or you can select a secluded option if you want a relaxing place to stay. Nellysford is known for its mountain views and golf courses. Make sure you have time to check out the ski areas and wineries during your trip.

What's the top vacation rental that Nellysford has to offer?

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14: This highly rated vacation home rental in Nellysford is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Other favorite homes for rent in Nellysford are Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly and Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!.

How many vacation rentals are there in Nellysford?

Expedia has 201 vacation rentals for your stay in Nellysford.

What can I see and do in Nellysford?

Explore the area and family-friendly sights such as War Fields, or get out into nature at a spot like George Washington National Forest. Other places in town to visit include Hill Top Berry Farm & Winery and Bold Rock Hard Cider Nellysford Cidery.

What are vacation rentals like in Nellysford?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Nellysford. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.